Total Synthesis of Kavaratamides A-C and Unnatural Analogs.

Marine cyanobacteria are a rich source of structurally diverse compounds with biological activity. Herein, we report the total synthesis of kavaratamide A (), a bioactive lipodepsipeptide isolated from . The total synthesis of required 16 steps, with a longest linear sequence of 9 steps, and an overall yield of 2.9%. Our convergent synthetic approach led to the efficient synthesis of kavaratamide A-C, C25-kavaratamide A, and deoxy-kavaratamide A from a common intermediate providing a blueprint for facilitating rapid structure-activity relationship (SAR) studies.